Trisulfur Radical Anion as the Key Intermediate for the Synthesis of Thiophene via the Interaction between Elemental Sulfur and NaOtBu

被引：172

作者：

Zhang, Guoting ^{[1
]}

Yi, Hong ^{[1
]}

Chen, Hong ^{[1
]}

Bian, Changliang ^{[1
]}

Liu, Chao ^{[1
]}

Lei, Aiwen ^{[1
,2
]}

机构：

[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China

[2] Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 23期

基金：

中国国家自然科学基金; 高等学校博士学科点专项科研基金;

关键词：

EFFICIENT METHOD; THIYL RADICALS; DERIVATIVES; ALKENYLATION; CYCLIZATION; CHEMISTRY; SULFIDE; ALKENES; ALKYNES;

D O I：

10.1021/ol503015b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile base-promoted sulfur-centered radical generation mode and a single-step protocol for the synthesis of thiophene derivatives using 1,3-diynes via the interaction between elemental sulfur and NaOtBu has been reported. EPR experiments revealed that the trisulfur radical anion acts as a key intermediate of this process. A plausible mechanism has been proposed.

引用

页码：6156 / 6159

页数：4

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